N-formyl hydroxylamines compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

Reexamination Certificate

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Reexamination Certificate

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08044199

ABSTRACT:
Novel N-formyl hydroxylamine compounds of formula I:whereinR1is hydrogen, alkyl, heteroaryl, heterocycloalkyl, aryl, heteroaryl or cycloalkyl; R3is hydrogen, halogen or alkoxy; R4is pyridazinyl; n is0to3; and wherein one or more of the ring nitrogen heteroatoms of said pyridazinyl is optionally oxidized and their derivatives are disclosed. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

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Fritsche, Thomas R. et al., “Compariative Antimocrobial Characterization of LBM415 (NVP PDF-713), a New Peptide Deformylase Inhibitor of Clinical Importance,”Antimicrobial Agents and Chemotherapy, vol. 49(4):1468-1476 (2005).

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